Browse our listing of annual events and make your plans! From historic downtown Brooksville to area parks and the sparkling Gulf of Mexico coast, many events celebrate our pleasant Florida weather. Pick from a brimming buffet of culinary celebrations. Step back in time with historical re-enactments and watch demonstrations of other cultures and lifestyles. Explore your interests. Discover unique entertainment. Dance, shop, taste, look and listen throughout an eventful year here in Nature’s Place to Play.
The Croom Zoom 100K/50K/25K courses wind through oak hammocks and some of the best cross-country running terrain in Florida. Tucker Hill Fire Tower Parking Lot, 26416 Croom Rd., Brooksville.
Don’t miss the ultimate in competitions as the dogs and handlers perform at their highest levels. Florida Classic Park, 5360 Lockhart Rd., Brooksville.
Marathon, Half-Marathon, 10K or 5K – this Boston Marathon Qualifier is Central Florida’s first marathon race of the year. Anderson Snow Park, 1360 Anderson Snow Rd., Spring Hill.
Ten days of competitions featuring ten American Kennel Club All-Breed Dog Shows, two days of specialty shows, Conformation, Junior Showmanship, Obedience and Rally Trials, plus visits with the dogs and their handlers. Florida Classic Park, 5360 Lockhart Rd., Brooksville.
Florida’s largest Civil War Battle re-enactment portrays the 1846 raid on Bayport with artillery demonstrations, entertainment, food, sutlers, and period music. Sand Hill Scout Reservation, 11210 Cortez Blvd. (SR-50), Brooksville.
A showcase of Hernando County’s finest agriculture, wildlife, arts, talent, and industry, plus crafts and entertainment. Brooksville-Tampa Bay Regional Airport, Runway Drive entrance (off US-41 S), Brooksville.
The family-friendly festival features authentic dancing and music, artists and craftsmen from around the country, primitive skills demonstrations, and Native foods like fry bread and buffalo burgers. Florida Classic Park, 5360 Lockhart Rd., Brooksville.
A unique family-friendly Celtic experience sharing tradition through live performance, workshops and crafts. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
A celebration of 1800’s Hernando County, including historic home tours, carriage rides, museum tours, crafts and heritage activities for all ages. May-Stringer Historical Museum, 601 Museum Court, Brooksville.
Enjoy five days of live Bluegrass and Classic Country performers, including TG Sheppard, Penny Creek, Big Cypress and more! Florida Classic Park, 5360 Lockhart Rd., Brooksville.
Tin Can Tourists celebrate the preservation of classic Gulfstream camping trailers and motor coaches dating from the 1940’s to the 1960’s. The TCT Open House is from 11am – 3pm. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
One of the premier fine arts, crafts and music festivals in the southeast includes the Swamp Monster contest and over 140 vendors and crafters, entertainment, live bands including country, folk, and toe-tapping get-up-and-dance tunes. Linda Pedersen Park, 6300 Shoal Line Blvd., Weeki Wachee.
The races start from Lake Townsend Regional Park and include portions of the Croom off-road trails and the paved Withlacoochee State Trail. Lake Townsen Regional Park, 28011 Lake Lindsey Rd., Nobleton.
Join the Humane Center of the Nature Coast for a fun-filled day of golf to benefit the animals in our care. A 9:00 am shotgun start will kick off this four-person scramble which includes contests, prizes, breakfast and lunch. Location TBA.
Named for the Father of Florida Folk Music, this festival features entertainment by Florida’s singers and songwriters, including workshops, arts, crafts, poetry reading, storytelling, and children’s activities. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
Three days of fun with Greek food and pastries, music, traditional folk dance (with lessons), a toga run, kids’ zone, cooking demonstrations, arts and craft vendors, and more.
Christ the Savior Orthodox Christian Church, 10401 Spring Hill Dr., Spring Hill
The Gulf Coast’s largest Art Festival with over 115 artisans participating in the annual juried show featuring fine art, fine craft, craft artist vendors, student art, and live entertainment. Tom Varn Park, 306 Darby Ln., Brooksville.
Experience the fastest growing sport in the nation! Enjoy the thrilling and challenging disc moves by the competitors in the PDGA-sanctioned Vibram Open Qualifier. If you have never watched disc golf, this is a competition not to be missed. Gran Canyon, 9020 Cooper Terrace (off Mondon Hill Rd.), Brooksville.
Enjoy Hot Blues – Cool Nights at this new 3-day music festival. Music, workshops, family and dog-friendly. Choose to camp or buy a day pass at Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
Enjoy four days of the best in Bluegrass music, stage shows, open mic, workshops, movies, children’s activities, and a Sunday morning Gospel Sing. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
The beautiful and challenging 50-mile course follows three repeat loops on the Croom Hiking Trail, through central Florida’s long leaf pines and scrub oak covered hills, past creek bottoms and cypress ponds. Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.
This multi-stage Americana music fest features Roots Rock, Alternative Country, Newgrass and Bluegrass. Camping, vendors, and well-planned activities make for a great weekend. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
You know it’s Spring when the Fair is here! The whole family will enjoy exhibits, Midway rides, games, livestock shows, vendors, food and live entertainment, including evening shows. Hernando County Fairgrounds, 6436 Broad St. (US-41S), Brooksville.
The annual Water Egg Hunt takes place at Buccaneer Bay…be sure the kids bring their bathing suits and a basket! Weeki Wachee Springs State Park, 6131 Commercial Way, Weeki Wachee.
Join the Mermaid Chase Paddling Race along our Bayport – Linda Pedersen Paddling Trail. Proceeds from the 3.5 mile race are used for marine and coastal restoration projects in Hernando County.
The Best Little Festival in Florida transforms downtown Brooksville with a celebration of all things blueberry. Enjoy live musical performances, a wide variety of dynamic vendors and family-friendly activities. Downtown Brooksville.
Share some fun after the sun with games, crafts, field activities, food vendors, free give-a-ways, and photos with the Easter Bunny. Dance the night away at the Black Light Bunny Hop! Anderson Snow Park, 1360 Anderson Snow Rd., Spring Hill.
5K, 10K & Half Marathon. Run under the moon next to the beatiful Withlacoochee River! The race will start and finish at the Ridge Manor Trailhead. Ridge Manor Trailhead, Croom Rital Road and SR 50, Brooksville.
Maze your way through the paths of 8 to 10-foot-tall sunflowers in search of the exit. Six acres of fun, including hay rides, picnic area, family activities and spring produce. Sweetfields Farm, 17250 Benes Roush Rd., Masaryktown.
This family-friendly music festival features an outdoor pavilion and three stages for continuous entertainment with more than 60 bands. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
This annual event brings out anglers of all ages for a day of flats fishing, prizes, great food, and a silent auction, all in support of HPH Hospice. Bayport Park, 4140 Cortez Blvd., Brooksville.
The annual run and walk wind through scenic terrain, including a nature trail through the woods, a horse barn and up and down some challenging hills! The ARC Nature Coast, 5283 Neff Lake Rd., Brooksville.
This annual fundraiser for the Jerome Brown Youth Foundation features a four-person scramble format with awards presented for the three highest-placing teams. Location TBA.
Enjoy this motorcycle journey for a “paw-some” cause. Meet up with other riders for a great day of fun on the highway in the Poker Run. Starting Location TBA.
Experience Croom like you never have before; running in the dark. The main day-run trail is a well-marked 7-mile loop; glow sticks will mark the course for night. Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.
Grab your snorkel gear and Diver-down flag and head for the water! The much-anticipated annual scallop season opens and runs into September. Bayport Park, 4140 Cortez Blvd., Brooksville or Hernando Beach Boat Ramp, 4483 Calienta St., Hernando Beach.
Celebrate America with fireworks and fun for the entire family! Come out to the fairgrounds for music, games, a Kid Zone, contests, and the Demolition Derby. Hernando County Fairgrounds, 6436 Broad St. (US-41S), Brooksville.
Run on a flat, cross country course shaded by old oak trees wrapped around McKethan Lake. Enjoy music, food, prizes, and awards for each age bracket. McKethan Lake Park, 15185 Broad St. (US-41), Brooksville.
Join Hernando County’s Hispanic Heritage celebration with live bands, DJs, Kid Zone, food vendors, commercial and craft vendors, beer, wine, frozen sangria, Pina Coladas, raffles and contests. Admission is Free. The Lake House, 1202 Kenlake Ave., Spring Hill
Make some new friends, achieve some new goals and create new memories! This premium course resides on over 100 acres of untouched valleys with unbeaten trails and breathtaking cliffs. Castle Canyon is the site of a rock mining operation that took place in the 1920’s. 10444 Beggs Lane, Brooksville
Visit the “Punkin” Patch, taste some wine, take a walk to the vineyard or a horse-drawn carriage ride. Start your Christmas shopping. Strong Tower Vineyard & Winery, 17810 Forge Drive, Spring Hill.
Enjoy mazes, hayrides, entertainment, family activities, storytelling, games, produce barn and more. Sweetfields Farm, 7250 Benes Roush Rd., Masaryktown.
Enjoy the corn and other mazes, hayrides, entertainment, family activities and more. Harvest Moon Farm, 15990 Stur St., Masaryktown.
The first Tuesday in October, bring your appetite to the 99¢ All-You-Can-Eat pasta event with children’s activities and entertainment. Papa Joe’s Italian Restaurant, 6244 Spring Lake Hwy., Brooksville.
The John Holmes is the Grand Daddy of 5Ks being the oldest trail run in Florida. This is a classic loop course with 7 mile loops. A beautiful course that winds through the oak and scrub forest of Croom – a must for anyone looking to try a 50K. Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.
One of the most talked about craft beer and wine festivals in the area, the event features outstanding regional craft beer and wine makers. American Aviation Flight Academy, 17076 Helicopter Dr., Brooksville.
Enjoy fall fun for the entire family with face painting, games, food, hay rides, costume and pet-masquerade contests, plus a haunted house. Hernando County Fairgrounds, 6436 Broad St. (US-41), Brooksville.
Join or watch this annual event at Hernando Beach, with prizes and fun for all, including the coveted “Titanic Award” for the most dramatic sinking. A seafood fest follows at the Hernando Beach Yacht Club. Hernando Beach Marina, 4139 Shoal Line Blvd., Hernando Beach.
Discover the Good Neighbor Trail at this annual Bike Ride event. Choose the 10 mile “Out and Back” family ride or other rides of varying lengths, beginning at the 1885 Train Depot at downtown Brooksville’s Russell Street Park to the 46-mile long Withlacoochee State Trail. The Good Neighbor Trail now connects to Florida’s famous Coast to Coast Trail.
Celebrating the 162nd anniversary of the founding of Brooksville, the entire family will enjoy a variety of events throughout the week. Throughout Historic Brooksville, 20 N. Main Street Area, Brooksville.
Enjoy spooky hauntings and a fun-filled evening of children’s games, face painting, story-telling, roasting marshmallows around the bonfire, and more! May-Stringer House Historical Museum, 601 Museum Court, Brooksville.
Enjoy three days and three nights of “Blues Under the Stars With The Stars Of The Blues.” Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
Dinner and gala at 5:30 with live entertainment by Amber Lynn Nichols. After dinner, enjoy “The Rocky Horror Picture Show” and have some interactive fun. Costumes welcome! The Olive Grove, 15016 Rester Dr., Brooksville.
A fabulous feast, from appetizers to desserts, prepared from local harvests by local chefs; served on the picturesque lawn of historic Chinsegut Hill. Chinsegut Hill Retreat, 22495 Chinsegut Hill Rd., Brooksville.
Celebrate local fresh seafood outdoors at the beautiful coastal Linda Pedersen Park. This family-friendly event features live music, arts & crafts vendors, dragon boat racing, a rubber duck race and seafood. Linda Pedersen Park, 6300 Shoal Line Blvd., Spring Hill.
Four days of incredible music and entertainment, workshops and jam sessions. The eclectic array of music, includes Americana, Bluegrass, Jamgrass, Celtic, Newgrass, Cajun and more. Sertoma Youth Ranch, 85 Myers Rd., Brooksville.
The show features street rods, rat rods, classics, four-wheel drives, modern muscle, performance vehicles and more. Plus, visit the Car Corral, swap meet, arts and crafts vendors and enjoy great food and live entertainment. Florida Classic Park, 5360 Lockhart Road, Brooksville.
Join this large group of cycling enthusiasts on a challenging, invigorating group ride through Florida’s Adventure Coast’s scenic countryside. Organized by Crank Works Bicycles, this is a free (self-supported) ride with voluntary donations encouraged for different local charities.
The Dirthead takes place on the exhilarating off-road trails of Croom. There is a race for all levels – Sprint Duathlon (10M bike, 3.8M run) or Middle Earth Duathlon (10M bike, 8M run, 13M bike). Tucker Hill Fire Tower Lot, 26416 Croom Rd., Brooksville.
Stroll down Main Street, enjoy an old-fashioned Christmas and shop the downtown merchants, open extended hours and offering holiday treats and specials. Historic Brooksville, 20 N. Main St., Brooksville.
The Brooksville Main Street organization presents the exciting Christmas tree lighting event at 7:00pm at 20 North Main Street in historic downtown Brooksville.
Downton Abbey comes to life on Florida’s Adventure Coast where Lady Grantham will learn there is never a dull moment on a weekend in Brooksville! The Tilted Teacup Tea Room & Boutique, 103 S. Saxon Ave., Brooksville.
One of the largest and most colorful holiday parades in Florida kicks off at 10am, followed by special activities and shopping in the historic downtown. Historic Brooksville, 20 N. Main St., Brooksville.